"Hip to Be Square" is a song by Huey Lewis and the News, written by Bill Gibson, Sean Hopper, and Huey Lewis, and released in 1986 as the second single from the multi-platinum album Fore!. The song features Pro Football Hall of Famers and then-San Francisco 49ers Joe Montana and Ronnie Lott singing backup vocals.[2] The single reached number three on the Billboard Hot 100. In concert, Huey Lewis now normally sings the song as "(Too) Hip to Be Square", as performed on their live album, Live at 25.